Carriage Way Bed & Breakfast
Table Of Contents
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Carriage Way Bed and Breakfast is a beautiful Victorian constructed between 1883 and 1885 by Edward and Rosalie Masters for their family. The home was very prominent in St. Augustine for many years. Then, in the 1940s, the house was converted into a 4-unit apartment complex. In 1984, this romantic structure was carefully restored to its original grandeur, fulfilling a dream of creating what is now a premier bed and breakfast inn in the center of the downtown historic district.

Enjoy strolling the narrow streets of the oldest continuously occupied european city in the United States with old-world charm. In the heart of this historic town is this Victorian home operated by the Johnson family since 1992. The first thing that captures your eye are the warm colors and the symmetry of this beautiful home. There are two public verandas that stretch across the front of the home. The white wicker chairs and a porch swing encourage you to relax and stay awhile! Inside the home, friendly and a hospitable atmosphere will great you, the common smell of freshly-baked breads comforts the senses, and the warmth practically murmurs “Welcome Home.”
Located in the very center of our historic city, and located just steps from old St. George Street: a pedestrian street with charming shops, museums, historic sites, and views like no other place in the United States. Flagler College (the original Ponce de Leon Resort Hotel), the 17th-century European fort Castillo de San Marcos, many fine restaurants, art galleries, carriage tours, and the waterfront surround the Carriage Way and all within a 5 minute walk.
When traveling to St. Augustine, Carriage Way is the way to stay! We are proud to be a Donal A. Dermody White Glove Award winner for the past five years. We have convenient and free off-street parking on site for all of our guests.
Delicious Breakfasts
We our known for our freshly baked breads and our full breakfast includes hot entrees, homemade granola, fresh fruit, juice, coffee and tea. Breakfast is served from around 8:30 a.m. until 10:00 a.m. in a casual atmosphere. The front porch serves as another option for seating and with its Southern exposure, it can be enjoyed year around.
We have gone to great lengths to make sure that our St. Augustine Inn exceeds your expectations. From family aniques to delicious breakfasts, we want you to feel welcome at your home away from home.
From Victorian, to rooms with a little country charm, to tasteful grandeur, you will find the right room for your getaway at the Carriage Way bed and breakfast. No matter which accommodation you choose, our nine main-house guestrooms invite you to relax and enjoy your visit with us!
If you seek more privacy than what the main house allows, consider Diane's Cozy Cottage for your Florida getaway. Choose just one of the two well-appointed rooms, or rent out the entire cottage for your own private hideaway or a family vacation. -
Travelers are always looking for memorable and relaxing experiences. Let’s discover more through the words of our innkeepers. Many thanks to John Johnson for sharing his own secrets with BBOnline.com! Why do most travelers stay at your inn? Most people are pleasure travelers and stay with us because we have an ideal location in the center of the downtown historic district. St. Augustine (established in 1565) is the oldest continuously occupied European city. It was originally a walled city and the Inn is located within this area. Our family has owned an operated the inn since 1992 and we have a broad knowledge base of the area. Since we are also the innkeepers, we are able to share those experiences with our guests.
What are you best known for? What makes your inn unique? What do you love most about your inn? We take great pride in introducing others to the area and making our guests feel comfortable with their surroundings. Drinks including beer and wine are complimentary. We offer a full gourmet breakfast and bake all of our own breads.
If someone has never been to your city, what is the #1 reason to come visit? That is a difficult question to answer outside of the attractions and all the things to see and do in St. Augustine. The best way to answer this is to reflect on what our guests tell us. They are always surprised at how quaint the area is and that they need to return, because they weren't able to see everything.
What’s the best compliment you have ever received about the inn? That we made them feel so comfortable, that they don't want to go anywhere else.
What’s the best kept secret about the area? St. Augustine is still waiting to be discovered. It is a friendly and quaint city. Savannah and Charleston have lost much of that quaint attribute during the past two decades and St. Augustine hasn't, but also has much more to offer in the way of attractions, museums, art galleries, shopping and restaurants.
If a traveler is staying at your inn for 4 nights, what should he/she do in the area? If it is their first time and they want the grand experience of it all; the first thing I would do, is try to convince them to stay a few days longer. The second thing I would do, is find out what their interests are.
Some of our personal favorites include: Castillo de San Marcos, Ponce de Leon Hotel (Flagler College), Lightner Museum, St. Augustine Pirate and Treasure Museum, St. Augustine Lighthouse, Pena-Peck House, Villa Zorayda, Colonial Quarter, The Taberna, Sebastian Winery, St. Augustine Alligator and Zoological Park, Old Jail, Oldest Store, Presbyterian Church, Cathedral Basilica, Plaza de la Constitution, Fountain of Youth Archeological Park, Schooner Freedom, Culinary Tours.
Is there anything within walking distance of your inn? Everything is in walking distance of Carriage Way; but if you take advantage of the Old Town Trolley, it runs 7 days a week and is a multi-day pass.
What is your favorite restaurant/food in the area? We have about three dozen good restaurants in the area that we frequent. The chefs fall in love with the area, so St. Augustine has a lot to offer including restaurants that specialize in the local foods, vegetarian and even vegan.
Any good area guides/websites that travelers could reference? How many rooms does your inn have? We have nine rooms in the main house. Our cottage has two rooms, which is nice for families, couples traveling together, and VIP's that are looking for something more private.
Do you accept pets? We do not accept pets in order to protect guests that are sensitive, but St. Augustine is fortunate to have 26 bed and breakfast inns in the area and many do accept pets. We also have several pet resorts in the area that appeal to our most discerning guests.
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Of course, we think we have a wonderful St. Augustine inn, but don't just take our word for it, read on to see what others have had to say about The Carriage Way Bed and Breakfast.
"One of the Three Best Bed and Breakfasts in Florida" - Florida Monthly Magazine
Carriage Way has been featured in many newspapers, magazines, and travel books throughout the United States and abroad. We were selected one of the 125 facilities appearing in "Best Places to Stay in Florida."
We have been featured in The Palm Beach Post as a travel destination in their Sunday morning Travel Section.
Articles have been written including one titled "Carriage Way" in the Star Banner, Ft. Myers News Press, Miami Herald, Jacksonville Times Union, Sunday Oklahoma, and the Sarasota Herald Tribune.
Chosen by "Fodor's Affordable Florida," one of eight lodgings in all of Florida that are "Fodor's Choices."
We are also very proud to have been chosen St. Augustine's Best Bed and Breakfast for 2006 by Folio Weekly!
2008-2012 Superior Small Lodging "White Glove Award" recipient.
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When planning your St. Augustine vacation, enjoy the opportunity of being in the center of it all by staying at the Carriage Way Bed and Breakfast.
Centrally located in the middle of the Historic District, our accommodations allow you to make the most of your St. Augustine, Florida experience. While St. Augustine is a large city, you could spend your entire vacation exploring the city by foot and be just around the corner from the Carriage Way! We also have bicycles for your use.
The shops, fine restaurants, historic places, galleries, the waterfront, and more are within a four-block radius of the main house, providing a very convenient way to spend a day. Explore part of the Historic District in the morning, return to the inn for an afternoon break, and then head back out to the Historic District for the evening - all without getting into your car.

Of course, there are many more things to see in St. Augustine than the Historic District. Here are just a few of these other options.
- Historic Tours of America
- Castillo de San Marcos
- St. Augustine Lighthouse and Museum
- City of St. Augustine Heritage Tourism
- St. Augustine Scenic Cruise
- Schooner Freedom
- Trolley Tours of St. Augustine
- St. Augustine Premium Outlet Mall
- Belz Factory Outlet Mall
- World Golf Village
- Art Galleries of St. Augustine
- Amore Wedding Chapel
- St. Augustine Amphitheatre
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Our Florida bed and breakfast is located in the heart of St. Augustine's Historic District between the Castillo de San Marcos and Flagler College, which was once the Ponce de Leon Hotel.
Please follow these directions carefully, as there are many one-way streets in the Historic District.From the South
- On I-95, exit on S.R. #207 at exit #311.
- Turn east and go approximately 7 miles to U.S. #1 (Ponce de Leon Blvd.)
- Go north on U.S. #1 6/10 of a mile to King Street and turn right (east.)
- Go to the second stop light (Riberia,) and turn left.
- Go to the second stop sign (Carrera) and turn right.
- Go two blocks to Cordova and turn left.
- Go one block to Cuna and turn right.
- Look on the right for a two-story, Victorian home on the northeast corner of Cuna and Cordova.
From the North
- On I-95, exit to S.R. #16 at exit #318
- Go east on S.R. #16 approximately 7 miles to U.S. #1 (Ponce de Leon Blvd.) and turn right.
- Go approximately 1 mile (2nd stoplight) to Castillo Drive and turn left.
- Go approximately 1-1/2 blocks to Cordova Street.
- Turn right and stay in the right lane and follow the street as it winds south, then east, and finally south.
- From the stop sign at Orange Street, continue south on Cordova about 2 blocks to Cuna.
- Look on the left for a two-story, Victorian home on the northeast corner of Cuna and Cordova.